My experience with carrying a 1911 has been with a Delta and 5" steel Springer.
There some things that you will learn just from carrying the gun. For me, personally, even though those "melted" conversions aren't the prettiest things out there, if I had the money, I'd spring for one on a 1911 that I was carrying. All kind of sharp edges that you wouldn't know are there or think were important will quickly make themselves known to your skin and your clothes.
Weight may or may not be an issue for you. I find that weight bothers me more than size. A good holster and thick, stiff belt helps alot, but when it comes time for me to get a 1911 just for carrying, it will have an aluminum or titanium frame. Even if it's a 5 inch, I'd strongly consider something with a lighter frame.
Consider the length of the butt. It's not that difficult to conceal, but there may be issues. I'll relate an incident that happened to me. I had been packing my Delta around for a week when I found myself riding with a friend as his passenger. I got into the passenger's seat, and it had been my habit to sort of slide against the doorframe and fall into the seat. As I'm doing this slide and fall, the doorframe goes between my back and the gun's butt. *THONK*. Stops me cold. I'm kind of squatting, half in the car, half out, hanging there by the butt of my gun. Took me a second to realize why I was stuck in this funky position and correct myself. My buddy knew me pretty well, and he realized what had happened almost as soon as I did. Embarassing, but I did learn a valuable lesson.
If you think that they feel comfy, a bobtail might not be a bad idea. Less printing.
Also, stay away from big thumb safties and mag releases! I've used my Springfield in a lot of match shooting, so it's got a wide safety and one of those "tactical" extended mag releases. They dig in more. I'd go with the smallest thumb safety that felt good, and a standard mag release.
Pack yours around, and I think you'll develop some good ideas for what will be most suitable for you.